ethyl acetimidate hydrochloride

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl acetimidate hydrochloride
• 英文别名: ethyl carboethoxyformimidate hydrochloride；Ethyl acetoamidate hydrochloride; Ethyl acetocarboximidate hydrochloride; Ethyl acetoimidate hydrochloride; Ethyl ethanimidate hydrochloride；ethyl 2-iminoacetate;hydrochloride
• 化学式: C₄H₇NO₂*ClH
• 分子量: 137.566
• InChiKey: YMNVQAWHPDSUPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-(2,3-diaminopyridin-4-yloxy)-2-fluorophenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea 、 ethyl acetimidate hydrochloride 以 乙醇 、 甲苯 为溶剂， 以25%的产率得到1-(4-(2-amino-3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)-2-fluorophenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea
  参考文献：
  名称：

  Novel Hinge Binder Improves Activity and Pharmacokinetic Properties of BRAF Inhibitors

  摘要：

  Mutated BRAF serine/threonine kinase is implicated in several types of cancer, with particularly high frequency in melanoma and colorectal carcinoma. We recently reported on the development of BRAF inhibitors based on a tripartite A B C system featuring art imidazo[4,5]pyridin-2-one group hinge binder. Here we present the design, synthesis, and optimization of a new series of inhibitors with a different A B C system that has been modified by the introduction of a range of novel hinge binders (A ring). The optimization of the hinge binding moiety has enabled the development of compounds with low nanomolar potencies in both BRAF inhibition and cellular assays. These compounds display optimal pharmacokinetic properties that warrant further in vivo investigations.

  DOI：

  10.1021/jm100383b

文献信息

• A four-step synthesis of erythro-m-chloro-3-hydroxytyrosine ethyl ester enantiomerically pure
  作者：Arlette Solladié-Cavallo、Thomas Nsenda

  DOI：10.1016/s0040-4039(98)00172-5

  日期：1998.4

  configuration, a residue of Vancomycin and Aridicin A, has been prepared in 4 steps using an aldol addition involving a directly generated titanium enolate derived from a chiral iminoglycinate. (+)-Hydroxypinanone was used as a recoverable chiral auxiliary. The (2S,3S)-erythro isomer will be, of course, available from (−)-hydroxypinanone.

  具有（2 R，3 R））构型的纯赤型-间-氯-3-羟基酪氨酸（万古霉素和阿迪霉素A的残基）已通过包括直接生成的手性衍生的烯醇钛的醛醇缩合反应分4步制备。亚氨基甘氨酸。（+）-羟基吡啶酮用作可回收的手性助剂。的（2S，3S） -赤式异构体将是，当然，可得自（ - ） - hydroxypinanone。
• Lengthening of the carbon chain of sugars by the Ch(NO2·CH(OEt)2 fragment a route to higher 2-amino-2-deoxyaldoses
  作者：Rosario Fernández、Consolación Gasch、Antonio Gómez-Sánchez、José Eduardo Vílchez、Amparo Lopez Castro、Maria J. Diánez、Maŕia D. Estrada、Simeón Pérez-Garrido

  DOI：10.1016/0008-6215(93)84256-6

  日期：1993.9

  7-amino-7deoxyl-1,2:3,4-di- O -isoprpylidene- l - threo-α- d -galacto -octodialdo-1,5-pyranose diethyl acetal 4a ). Conversion of the latter compound into a trans -oxazoline derivative demonstrated that the l - threo configuration had been retained. Likewise, reaction of the aldehydo sugar 1 with 1-nitropropane was carried out in order to compare the efficiency of the new nitroaldol procedure here applied

  摘要三烷基甲硅烷基氯促进的硝基醛醇（亨利）反应已用于制备链增长的硝基和氨基糖。在Et存在下，1,2：3,4-di O-异丙基吡啶-α-d-半乳糖-己二醛-1，5-吡喃糖（1）与1,1-二乙氧基-2-硝基乙烷的一锅反应3 N，Bu 4 NF·3H 2 O和t BuMe 2 SiCl生成7-脱氧-1,2：3,4-二-O-异亚丙基-7-硝基-1-苏-α-d-半乳糖基-辛二醛-1，5-吡喃糖二乙缩醛（3a）和非对映异构体的比例为4：1。3a的结构是通过单晶X射线衍射研究确定的。3a（Ni，H 2）的氢化反应得到相应的7-氨基-7脱氧基-1,2：3,4-二-O-异亚吡啶基-1-苏-α-d-半乳糖基-辛二醛-1,5-吡喃二乙基乙缩醛4a）。将后者化合物转化为反-恶唑啉衍生物表明已保留了1-苏氨酸构型。同样，进行醛糖1与1-硝基丙烷的反应，以比较此处所应用的新硝基醛工艺与使用三烷基甲硅烷基硝酸酯作为中间体所报道的效率。
• Cationic Iridium Complexes with 5-Phenyl-1<i>H</i>-1,2,4-triazole Type Cyclometalating Ligands: Toward Blue-Shifted Emission
  作者：Xiaoxiang Wang、Shirun Wang、Fangfang Pan、Lei He、Lian Duan

  DOI：10.1021/acs.inorgchem.9b01433

  日期：2019.9.16

  Four cationic iridium complexes with 5-phenyl-1H-1,2,4-triazole (phtz) type cyclometalating ligands (C^N) and different ancillary ligands (N^N), namely, [Ir(dphtz)2(bpy)]PF6 (1), [Ir(dphtz)2(pzpy)]PF6 (2), [Ir(Mephtz)2(pzpy)]PF6 (3), and [Ir(Mephtz)2(dma-pzpy)]PF6 (4), have been designed, synthesized, and fully characterized (dphtz = 1-(2,6-dimethylphenyl)-3-methyl-5-phenyl-1H-1,2,4-triazole, Mephtz

  具有5-苯基-1 H -1,2,4-三唑（phtz）型环金属配体（C ^ N）和不同辅助配体（N ^ N）的四种阳离子铱络合物，即[Ir（dphtz）2（bpy ）] PF 6（1），[Ir（dphtz）2（pzpy）] PF 6（2），[Ir（Mephtz）2（pzpy）] PF 6（3）和[Ir（Mephtz）2（dma- pzpy）] PF 6（4）已被设计，合成和充分表征（dphtz = 1-（2,6-二甲基苯基）-3-甲基-5-苯基-1 H -1,2,4-三唑， Mephtz = 1,3-二甲基-5-苯基-1 H-1,2,4-三唑; bpy ＝ 2，2′-联吡啶，pzpy ＝ 2-（1H-吡唑-1-基）吡啶，dma-pzpy ＝ 4-二甲基氨基-2-（1H-吡唑-1-基）吡啶）。在溶液中，配合物1发出有效的黄光（λmax = 547 nm），与原型配合物[Ir（ppy）2（bpy）相比，该黄光蓝移了近40
• Silica gel-catalysed addition of methyl nitroacetate to 1,2: 3,4--O--galacto- and 2,3-O-. Crystal structure of methyl 7--O--threo-α--galacto-
  作者：Pastora Borrachero、María Jesús Diánez、María Dolores Estrada、Manuel Gómez-Guillén、Antonio Gómez-Sánchez、Amparo López-Castro、Simeón Pérez-Garrido

  DOI：10.1016/0008-6215(95)00027-q

  日期：1995.7

  The addition of methyl nitroacetate to 1,2: 3,4-di-O-isopropylidene-alpha-D-galacto-hexodialdo-1,5-pyranose (5) and to 2,3-O-isopropylidene-D-glyceraldehyde (6) in the presence of silica gel led stereoselectively to the formation of only (from 5) or mainly (from 6) two of the four possible nitroaldols in high yield. The catalytic action of silica gel was required in the reaction of 6, but not in that of 5. Isolation of a crystalline, reduced and N-acetylated derivative from the mixture of nitroaldols (7 + 8) obtained from 5 allowed for the determination of its crystal structure, showing that it has the 6R, 7R absolute configuration (one of the two possible 6,7-threo configurations) by X-ray diffraction methods. Therefore, the same 6R configuration was also assigned to the nitroaldols 7 and 8, which on the basis of the easy alpha-epimerisation of the alpha-nitro esters should differ only in the configuration at C-7. A pair of amino alcohols obtained from the same mixture of nitroaldols were separately transformed into a 4,5-cis- and a 4,5-trans-oxazoline, the configurations of which were correlated with the C-6,7 relative configuration of the respective amino alcohols and also the respective nitroaldol. The Felkin model explained the high stereoselectivity observed. The configurations of the two predominant nitroaldols obtained from 6 were tentatively assigned by applying the Felkin model.